Guided horseback riding beneath live oak trees in Ocala Florida

Horseback Riding in Ocala, Florida

Ocala National Forest • Florida State Parks

BOOK A HORSEBACK TOUR →

★★★★★ 4.8 Google Rating • 1,085 Reviews • Serving Riders Since 2009

OCALA TRAIL RIDES

Choose Your Ride

Three trail rides. One unforgettable Old Florida experience.

Horseback riders traveling through a Florida pine and palmetto forest

The Wrangler Pine Loop

1 HOUR RIDE

Weekdays $70 • Weekends $80 + tax

A perfect intro to Florida trail life. Wind through forest hammocks under ancient oaks and wildflowers.

🌲 Easy & scenic 🐴 Beginner-friendly

RESERVE 1-HOUR →

Horseback riders beneath moss-draped live oak trees in Ocala Florida

The Oak Hammock Trail

1.5 HOUR RIDE

Weekdays $90 • Weekends $100 + tax

Deeper into Old Florida — live oak hammocks, whispering pines, and sunlit pockets.

🌳 Old Florida scenery 🤠 Great for first-timers

RESERVE 1.5-HOUR →

Horseback riders traveling through wildflowers in the Florida countryside

The Wildflower Ride

2 HOUR RIDE

Weekdays $110 • Weekends $120 + tax

Our longest, most immersive ride — moss-draped trails, native blooms, butterflies, and golden-hour magic.

🌺 Most immersive ride 📷 Scenic favorite

RESERVE 2-HOUR →

🤠 Ages 13+

⚖ Max 260 lbs

🥾 Closed-Toe Shoes Required

◷ Arrive 30 Minutes Early

View Rider Requirements & Policies →

THE CACTUS JACK’S DIFFERENCE

Why Ride Cactus Jack’s?

Real horses. Real trails. A true Old Florida riding experience.

🐴

Well-Trained Horses

Calm, dependable horses matched as closely as possible to each rider’s comfort and experience level.

🤠

Experienced Guides

Friendly, knowledgeable guides lead every ride and help make first-time riders feel comfortable.

👥

Small Groups

Smaller trail groups create a more relaxed, personal, and enjoyable riding experience.

🌳

Old Florida Scenery

Ride beneath live oaks, through pine forests, palmettos, and natural Florida landscapes.

★

Riding Since 2009

Cactus Jack’s has been creating memorable horseback riding experiences for guests since 2009.

WHAT OUR RIDERS SAY

Real Reviews. Real Experiences.

See why riders keep coming back to Cactus Jack’s Trail Rides.

      EXCELLENT  
   Based on 1085 reviews 
    
 
 
 
   
 
 
       Posted on Google  
   
   Daniela Rojas 
 
 
 
 Trustindex verifies that the original source of the review is Google. I really loved this experience. The staff is great and explained everything thoroughly. The horses were very well trained and had no issues during the ride. Would definitely come back when I'm back in Ocala!
  
 
      Posted on Google  
   
   JIM FITZGERALD 
 
 
 
 Trustindex verifies that the original source of the review is Google. Fabulous!  Cant wait to go back.  A great escape from the hustle bustle.
  
 
      Posted on Google  
   
   John Tripp 
 
 
 
 Trustindex verifies that the original source of the review is Google. Great experience.. Our horses where fun to ride.. Jason (our lead rider), explained everything.. Definitely will return for ride
  
 
      Posted on Google  
   
   Denese Bloom 
 
 
 
 Trustindex verifies that the original source of the review is Google. Our ride was awesome as always. We come every month. Katie is an awesome guide. See you in September
  
 
      Posted on Google  
   
   Anthony Rigney 
 
 
 
 Trustindex verifies that the original source of the review is Google. Horses are well cared for. Staff are efficient and pleasant. Strict cancelation policies so just be aware of that. But I recommend the experience
  
 
      Posted on Google  
   
   Kayla Voorhees 
 
 
 
 Trustindex verifies that the original source of the review is Google. Kate was awesome!!  This was our second time back and we had the pleasure of having Kate both times!  She’s a great guide and is great with helping beginners feel comfortable on the horses.  Highly recommend this location for horseback riding!  The trials are great and have very nice views.  Will definitely be returning on our next visit.
  
 
      Posted on Google  
   
   Craig 
 
 
 
 Trustindex verifies that the original source of the review is Google. Did a hour and a half trail ride with my daughter and we had a great time.  Its a easy ride for beginners and they can accommodate advanced riders. A great bargain and great staff and guide. The guide and staff jad great sense of humor and kept it entertaining
  
 
      Posted on Google  
   
   Mary Johnson 
 
 
 
 Trustindex verifies that the original source of the review is Google. The guides were absolutely tremendous ! Clearly they loved the horses and the horses loved them. The horses were well behaved well cared for. Would highly recommend this !!!
  
 
      Posted on Google  
   
   Cody Ranch 
 
 
 
 Trustindex verifies that the original source of the review is Google. Fantastic day, Ethan & Jason were both really helpful and professional. Would happily recommend to others.